10 Romantic Getaways in Massachusetts for the Perfect Couples Escape

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When looking for that perfect romantic New England destination, there is a state that should be at the very top of your list: From the Berkshires to the Cape and everywhere in between, the Bay State has a little something for every kind of couple! For the sporty, outdoorsy types, romantic getaways in Massachusetts can include skiing down powder-white slopes or taking a dip in the Atlantic and getting a tan at the beach.

For more cerebral, urban couples that prefer hanging out in an uber-hip cultural hot-spot or walking the cobblestone streets of a city that pre-dates the country itself, there are plenty of locations that fit that bill, too. Really, there is no shortage of options for couple’s getaways Massachusetts has to offer! Let’s take a look at 10 worthy choices. 

Mirbeau Inn and Spa

This gorgeous resort was named a “Top 25 Resort in New England for 2019” by readers of Conde Nast Traveler, and it’s not hard to see why! Located in historic Plymouth- yes, *that* Plymouth that is often referred to as the hometown of America, Mirbeau Inn and Spa is one of the most romantic inns in Massachusetts.

This gorgeous 50 guest room resort can let its accolades speak for it, as it has received recognition from Travel + Leisure, Conde Nast Traveler, Forbes Travel Guide, and more for its excellence in accommodations, and its on-site dining is a AAA-Four Diamond Restaurant.

Those that choose the Mirbeau Inn and Spa for their couple’s getaway in Massachusetts cite the elegant, yet comfortable interior décor, the quiet beauty of the Monet pond gardens outside, and the award-winning, 14,000 square foot state-of-the-art spa facilities as some of the reasons why!

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The Rookwood Inn

Photo courtesy of the property

Nestled in the breathtaking Berkshires, The Rookwood Inn provides the perfect setting for romantic getaways, Massachusetts-style! This cozy 20-room inn is in Lenox, MA, just one mile down the road from Tanglewood Music Center, for those couples whose romantic getaway plans include live music at one of the region’s most beloved music venues. Guests at The Rookwood Inn are treated to a scrumptious breakfast buffet and afternoon refreshments daily, with many guests opting to enjoy their meal on the veranda to take in the beauty of the Berkshires. On-site massages happen in their tranquil spa room, and couples can opt to add one of The Rookwood Inn’s romance packages to their stay, as well. The Rookwood Inn is a quiet slice of heaven for any romantic getaway in MA!

Chatham Inn

Designated as a luxurious Relais & Chateaux boutique hotel, Chatham Inn is one of Cape Cod’s finest destination spots. One of the most romantic places in Massachusetts, Chatham Inn offers a Cape Romance package that includes a private Champagne sunset sail and a 5-course dinner for two at their AAA Four Diamond Restaurant, which is also the #1 rated restaurant on the Cape. While this stunning 18 room hotel is plenty comfortable enough to keep any couple happy staying onsite, don’t forget that Cape Cod offers a whole world of romance for couples to explore and enjoy during their stay!

Hotel on North

For couples that are looking for a funky, modern twist on their romantic getaway, Hotel on North is the perfect place to stay! Not only is this gorgeous historical hotel located in Pittsfield, MA, in the very heart of the Berkshires, but its proprietors have also found a way to fuse modern innovation and convenience with historical charm in their 45-room boutique hotel. Where else can you get high-speed internet *and* the chance to stay in the quirky library suite, nestled in with filled floor-to-ceiling bookshelves!

For a romantic getaway in Massachusetts that is full of unique whimsy and hipster edge, look to the Hotel on North to host you! Their onsite restaurant and bar, Eat on North, is a local favorite where you and your love can grab breakfast, lunch, and dinner before perusing The Gallery, which is their in-house collection of art, sculptures, and photography. With lounge areas and a gift boutique featuring items from Dory + Ginger, you and yours will find it hard to leave!

Addison Choate

Photo courtesy of the property

Located in the coastal village of Rockport, MA, Addison Choate is a perfect choice for couples that like to explore on foot. Recently renovated, this cozy 7 guestroom boutique hotel is positively brimming with coastal romance and charm. Airy and comfortable room décor combined with the gorgeous spa-like en suite marble bathrooms make it difficult for even the most active couples to motivate themselves to leave this lovely hotel!

For those that can peel themselves away from this coastal charmer to make it back out the front door, there is a ton of fun to be had in Rockport, MA within easy walking distance from Addison Choate. The best part? This boutique hotel offers a light breakfast and afternoon refreshments daily, but some of the very best seafood on the coast is just up the road!

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Clarendon Square Bed and Breakfast

Clarendon Square Bed and Breakfast is easily one of the most romantic hotels in Massachusetts. This stunning six-story townhouse has been carefully conserved to showcase the historical architecture of the building while incorporating crisp, clean, modern décor to create a visually spectacular aesthetic that feels perfectly in line with its trendy South End Boston location. Named as a “Best Big City Bed & Breakfast” by Conde Nast Traveler, this beautiful B&B offers something uniquely romantic: A rooftop hot tub! Open 24 hours a day, year-round, guests can take in a phenomenal view of the Boston skyline while they relax.

The other lovely hotel amenities like the parlor, library, garden terrace, and complimentary light breakfast are all just icing on the cake at this trendy boutique hotel. Tremont Street, or “restaurant row” is located just up the street, so scores of award-winning eateries are within easy walking distance, as are a few other things on our list of 15 Romantic Things To Do In Boston. Oh, Fenway Park is nearby too, if you and your love are Red Sox fans!

Nantucket Hotel and Resort

With a range of accommodation options that include hotel rooms, suites, and cottages of various sizes, Nantucket Hotel and Resort has the perfect room for your romantic getaway in Massachusetts! Located on the island of Nantucket, this beautiful resort offers much in the way of New England island charm.

This resort has two heated pools- one reserved for adults only- and fire pits and twinkle lights set the scene for you and your love as you snuggle up beside the warm glow of the fire with your favorite beverages. During certain times of the year, you will also find live musicians to serenade you out there, and warm blankets are always provided while enjoying the fire pits.

Their onsite restaurant, Breeze, means you don’t have to leave the property to dine, but with so much to do and explore within easy walking distance of this lovely hotel- including the beach- you’ll want to see for yourself why so many guests rave about the fantastic location of this place!

33 Main

For couples that are traveling to the Berkshires and are looking to surround themselves with modern approachable elegance, 33 Main is the inn for you!

Photo courtesy of the property

This 19th-century stunner has been lovingly renovated and meticulously curated to serve as a rewarding and luxurious retreat. Each of the eight guestrooms is well-appointed with a modern luxury that is clean, bright, welcoming, and romantic. A full gourmet breakfast and late afternoon cocktail hour are provided each day of your stay, but some of Lenox, MA’s favorite restaurants are just a couple of minutes’ drive away, so you will have plenty of options for romantic dinners out during your couple’s getaway!

Harbor Light Inn

Photo courtesy of the property

Harbor Light Inn is one of those places that couples head off to once, and then return time and time again! This romantic Marblehead, MA inn features 20 rooms that are tastefully decorated with soft, cool hues that give this historic inn a distinct East Coast vibe. Some of their rooms offer fireplaces and jetted hot tubs, so be sure to ask for these when you make your reservation!

Couples can choose between two different Romance Packages to set the tone for their stay, and a massage therapist can also be arranged to provide in-room luxury massages for you and your special someone. A full breakfast buffet is provided daily, but one of the coolest things about staying at the Harbor Light Inn is the very easy walkability to all of the excellent seaside restaurants Marblehead has to offer!


The Wauwinet

Photo courtesy of the property

Any list of romantic getaways in Massachusetts has absolutely got to include The Wauwinet! This stunning seaside resort is adults only and is the only Relais & Chateaux hotel on the island of Nantucket. Each of the 33 guest rooms is furnished with a luxurious and modern coastal décor that is comfortably elegant, and the amenities of this gorgeous island hotel include private beach access, daily light breakfast, and afternoon refreshments. In-room massages can be ordered or a full spa menu is accessible at their nearby sister location, which they will happily transport you to.

Nearby restaurant choices abound, but you likely won’t need to take advantage of them because The Wauwinet’s onsite restaurant, TOPPER’S, is a AAA Five-Diamond Award Winner and regional favorite. It’s hard to find anything more romantic than fine dining with the breathtaking seaside view from TOPPER’S beloved deck. There are a few romance packages to choose from, but a fun couple’s favorite is the Ride & Rose, in which a two-night stay at The Wauwinet is bundled with a rose champagne picnic for two and a bike map that is custom made to reveal the most romantic island locations. Bikes included, of course!

Which of these is your favorite romantic MA getaway?

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